JP5913102B2 - Laminated glass interlayer film and laminated glass - Google Patents
Laminated glass interlayer film and laminated glass Download PDFInfo
- Publication number
- JP5913102B2 JP5913102B2 JP2012529632A JP2012529632A JP5913102B2 JP 5913102 B2 JP5913102 B2 JP 5913102B2 JP 2012529632 A JP2012529632 A JP 2012529632A JP 2012529632 A JP2012529632 A JP 2012529632A JP 5913102 B2 JP5913102 B2 JP 5913102B2
- Authority
- JP
- Japan
- Prior art keywords
- laminated glass
- interlayer film
- ultraviolet
- general formula
- glass according
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000005340 laminated glass Substances 0.000 title claims description 125
- 239000011229 interlayer Substances 0.000 title claims description 80
- 238000002834 transmittance Methods 0.000 claims description 39
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims description 35
- 239000011521 glass Substances 0.000 claims description 31
- 125000004432 carbon atom Chemical group C* 0.000 claims description 23
- 125000000217 alkyl group Chemical group 0.000 claims description 17
- DHKHKXVYLBGOIT-UHFFFAOYSA-N 1,1-Diethoxyethane Chemical compound CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims description 15
- 239000011354 acetal resin Substances 0.000 claims description 14
- 229920006324 polyoxymethylene Polymers 0.000 claims description 14
- 229920002554 vinyl polymer Polymers 0.000 claims description 14
- 229920005989 resin Polymers 0.000 claims description 13
- 239000011347 resin Substances 0.000 claims description 13
- 239000006096 absorbing agent Substances 0.000 claims description 11
- 239000010410 layer Substances 0.000 claims description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 10
- 229920005992 thermoplastic resin Polymers 0.000 claims description 10
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 claims description 7
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- FRQDZJMEHSJOPU-UHFFFAOYSA-N Triethylene glycol bis(2-ethylhexanoate) Chemical compound CCCCC(CC)C(=O)OCCOCCOCCOC(=O)C(CC)CCCC FRQDZJMEHSJOPU-UHFFFAOYSA-N 0.000 claims description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 4
- 229910003437 indium oxide Inorganic materials 0.000 claims description 2
- PJXISJQVUVHSOJ-UHFFFAOYSA-N indium(iii) oxide Chemical compound [O-2].[O-2].[O-2].[In+3].[In+3] PJXISJQVUVHSOJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000002245 particle Substances 0.000 claims description 2
- 230000001678 irradiating effect Effects 0.000 claims 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 45
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 29
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 29
- -1 2-ethylhexyl group Chemical group 0.000 description 22
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- 239000004014 plasticizer Substances 0.000 description 19
- 238000002360 preparation method Methods 0.000 description 16
- 239000005357 flat glass Substances 0.000 description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 13
- 229940126062 Compound A Drugs 0.000 description 11
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 11
- 239000013078 crystal Substances 0.000 description 11
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 11
- 239000004372 Polyvinyl alcohol Substances 0.000 description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 10
- 238000000034 method Methods 0.000 description 10
- 229920002451 polyvinyl alcohol Polymers 0.000 description 10
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 9
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
- 150000001299 aldehydes Chemical class 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 7
- ANGDWNBGPBMQHW-UHFFFAOYSA-N methyl cyanoacetate Chemical compound COC(=O)CC#N ANGDWNBGPBMQHW-UHFFFAOYSA-N 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- YJOWMBICANYBLV-UHFFFAOYSA-N 1-methyl-2-phenylindole-3-carbaldehyde Chemical compound O=CC=1C2=CC=CC=C2N(C)C=1C1=CC=CC=C1 YJOWMBICANYBLV-UHFFFAOYSA-N 0.000 description 5
- WNLRTRBMVRJNCN-UHFFFAOYSA-N hexanedioic acid Natural products OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 235000011037 adipic acid Nutrition 0.000 description 4
- 239000001361 adipic acid Substances 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 230000035515 penetration Effects 0.000 description 4
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N pentanal Chemical compound CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 4
- XSLOQPPSHBNHTA-UHFFFAOYSA-N 1-ethyl-2-phenylindole-3-carbaldehyde Chemical compound O=CC=1C2=CC=CC=C2N(CC)C=1C1=CC=CC=C1 XSLOQPPSHBNHTA-UHFFFAOYSA-N 0.000 description 3
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- ZIUSEGSNTOUIPT-UHFFFAOYSA-N ethyl 2-cyanoacetate Chemical compound CCOC(=O)CC#N ZIUSEGSNTOUIPT-UHFFFAOYSA-N 0.000 description 3
- 238000009413 insulation Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 3
- BESQLCCRQYTQQI-UHFFFAOYSA-N propan-2-yl 2-cyanoacetate Chemical compound CC(C)OC(=O)CC#N BESQLCCRQYTQQI-UHFFFAOYSA-N 0.000 description 3
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 3
- HCMVAURGVSBYEE-UHFFFAOYSA-N 1-tert-butyl-2-phenylindole-3-carbaldehyde Chemical compound O=CC=1C2=CC=CC=C2N(C(C)(C)C)C=1C1=CC=CC=C1 HCMVAURGVSBYEE-UHFFFAOYSA-N 0.000 description 2
- YJGHMLJGPSVSLF-UHFFFAOYSA-N 2-[2-(2-octanoyloxyethoxy)ethoxy]ethyl octanoate Chemical compound CCCCCCCC(=O)OCCOCCOCCOC(=O)CCCCCCC YJGHMLJGPSVSLF-UHFFFAOYSA-N 0.000 description 2
- JEYLQCXBYFQJRO-UHFFFAOYSA-N 2-[2-[2-(2-ethylbutanoyloxy)ethoxy]ethoxy]ethyl 2-ethylbutanoate Chemical compound CCC(CC)C(=O)OCCOCCOCCOC(=O)C(CC)CC JEYLQCXBYFQJRO-UHFFFAOYSA-N 0.000 description 2
- SSKNCQWPZQCABD-UHFFFAOYSA-N 2-[2-[2-(2-heptanoyloxyethoxy)ethoxy]ethoxy]ethyl heptanoate Chemical compound CCCCCCC(=O)OCCOCCOCCOCCOC(=O)CCCCCC SSKNCQWPZQCABD-UHFFFAOYSA-N 0.000 description 2
- PYGXAGIECVVIOZ-UHFFFAOYSA-N Dibutyl decanedioate Chemical compound CCCCOC(=O)CCCCCCCCC(=O)OCCCC PYGXAGIECVVIOZ-UHFFFAOYSA-N 0.000 description 2
- AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 238000006359 acetalization reaction Methods 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- JNGZXGGOCLZBFB-IVCQMTBJSA-N compound E Chemical compound N([C@@H](C)C(=O)N[C@@H]1C(N(C)C2=CC=CC=C2C(C=2C=CC=CC=2)=N1)=O)C(=O)CC1=CC(F)=CC(F)=C1 JNGZXGGOCLZBFB-IVCQMTBJSA-N 0.000 description 2
- JARKCYVAAOWBJS-UHFFFAOYSA-N hexanal Chemical compound CCCCCC=O JARKCYVAAOWBJS-UHFFFAOYSA-N 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 230000035699 permeability Effects 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920005749 polyurethane resin Polymers 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- 239000002356 single layer Substances 0.000 description 2
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 2
- KZVBBTZJMSWGTK-UHFFFAOYSA-N 1-[2-(2-butoxyethoxy)ethoxy]butane Chemical compound CCCCOCCOCCOCCCC KZVBBTZJMSWGTK-UHFFFAOYSA-N 0.000 description 1
- KOFRXPQZVWIXAI-UHFFFAOYSA-N 1-butyl-2-phenylindole-3-carbaldehyde Chemical compound O=CC=1C2=CC=CC=C2N(CCCC)C=1C1=CC=CC=C1 KOFRXPQZVWIXAI-UHFFFAOYSA-N 0.000 description 1
- DLZBUNUDESZERL-UHFFFAOYSA-N 1-o-heptyl 6-o-nonyl hexanedioate Chemical compound CCCCCCCCCOC(=O)CCCCC(=O)OCCCCCCC DLZBUNUDESZERL-UHFFFAOYSA-N 0.000 description 1
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- UNNGUFMVYQJGTD-UHFFFAOYSA-N 2-Ethylbutanal Chemical compound CCC(CC)C=O UNNGUFMVYQJGTD-UHFFFAOYSA-N 0.000 description 1
- GCDUWJFWXVRGSM-UHFFFAOYSA-N 2-[2-(2-heptanoyloxyethoxy)ethoxy]ethyl heptanoate Chemical compound CCCCCCC(=O)OCCOCCOCCOC(=O)CCCCCC GCDUWJFWXVRGSM-UHFFFAOYSA-N 0.000 description 1
- HXIQYSLFEXIOAV-UHFFFAOYSA-N 2-tert-butyl-4-(5-tert-butyl-4-hydroxy-2-methylphenyl)sulfanyl-5-methylphenol Chemical compound CC1=CC(O)=C(C(C)(C)C)C=C1SC1=CC(C(C)(C)C)=C(O)C=C1C HXIQYSLFEXIOAV-UHFFFAOYSA-N 0.000 description 1
- PFANXOISJYKQRP-UHFFFAOYSA-N 2-tert-butyl-4-[1-(5-tert-butyl-4-hydroxy-2-methylphenyl)butyl]-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(CCC)C1=CC(C(C)(C)C)=C(O)C=C1C PFANXOISJYKQRP-UHFFFAOYSA-N 0.000 description 1
- GPZYYYGYCRFPBU-UHFFFAOYSA-N 6-Hydroxyflavone Chemical compound C=1C(=O)C2=CC(O)=CC=C2OC=1C1=CC=CC=C1 GPZYYYGYCRFPBU-UHFFFAOYSA-N 0.000 description 1
- SXKCDRRSQHPBOI-UHFFFAOYSA-N 6-o-cyclohexyl 1-o-hexyl hexanedioate Chemical compound CCCCCCOC(=O)CCCCC(=O)OC1CCCCC1 SXKCDRRSQHPBOI-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 229920006243 acrylic copolymer Polymers 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 125000005233 alkylalcohol group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- ZFMQKOWCDKKBIF-UHFFFAOYSA-N bis(3,5-difluorophenyl)phosphane Chemical compound FC1=CC(F)=CC(PC=2C=C(F)C=C(F)C=2)=C1 ZFMQKOWCDKKBIF-UHFFFAOYSA-N 0.000 description 1
- 238000005282 brightening Methods 0.000 description 1
- OCWYEMOEOGEQAN-UHFFFAOYSA-N bumetrizole Chemical compound CC(C)(C)C1=CC(C)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O OCWYEMOEOGEQAN-UHFFFAOYSA-N 0.000 description 1
- BMRWNKZVCUKKSR-UHFFFAOYSA-N butane-1,2-diol Chemical compound CCC(O)CO BMRWNKZVCUKKSR-UHFFFAOYSA-N 0.000 description 1
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- KSMVZQYAVGTKIV-UHFFFAOYSA-N decanal Chemical compound CCCCCCCCCC=O KSMVZQYAVGTKIV-UHFFFAOYSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- XWVQUJDBOICHGH-UHFFFAOYSA-N dioctyl nonanedioate Chemical compound CCCCCCCCOC(=O)CCCCCCCC(=O)OCCCCCCCC XWVQUJDBOICHGH-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 230000004313 glare Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- OJXOOFXUHZAXLO-UHFFFAOYSA-M magnesium;1-bromo-3-methanidylbenzene;bromide Chemical compound [Mg+2].[Br-].[CH2-]C1=CC=CC(Br)=C1 OJXOOFXUHZAXLO-UHFFFAOYSA-M 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- GYHFUZHODSMOHU-UHFFFAOYSA-N nonanal Chemical compound CCCCCCCCC=O GYHFUZHODSMOHU-UHFFFAOYSA-N 0.000 description 1
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004344 phenylpropyl group Chemical group 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
- B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
- B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
- B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
- B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
- B32B17/10678—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer comprising UV absorbers or stabilizers, e.g. antioxidants
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
- B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
- B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
- B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
- B32B17/10009—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the number, the constitution or treatment of glass sheets
- B32B17/10036—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the number, the constitution or treatment of glass sheets comprising two outer glass sheets
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
- B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
- B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
- B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
- B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
- B32B17/10559—Shape of the cross-section
- B32B17/10568—Shape of the cross-section varying in thickness
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
- B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
- B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
- B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
- B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
- B32B17/10688—Adjustment of the adherence to the glass layers
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
- B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
- B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
- B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
- B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
- B32B17/10761—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer containing vinyl acetal
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3415—Five-membered rings
- C08K5/3417—Five-membered rings condensed with carbocyclic rings
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3472—Five-membered rings
- C08K5/3475—Five-membered rings condensed with carbocyclic rings
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/22—Absorbing filters
- G02B5/223—Absorbing filters containing organic substances, e.g. dyes, inks or pigments
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Description
本発明は、波長４００ｎｍの紫外線の透過率を１％以下にすることができ、耐光性が高い合わせガラス用中間膜、及び、該合わせガラス用中間膜を用いた合わせガラスに関する。 The present invention relates to an interlayer film for laminated glass having a light transmittance of 1% or less, and a laminated glass using the interlayer film for laminated glass.
合わせガラスは、外部衝撃を受けて破損してもガラスの破片が飛散することが少なく安全である。そのため、合わせガラスは、自動車や鉄道等の車両の窓ガラスとして広く使用されている。合わせガラスとして、少なくとも一対のガラス間に、例えば、可塑剤により可塑化されたポリビニルアセタール樹脂を含む合わせガラス用中間膜を介在させ、一体化させ、積層した合わせガラス等が挙げられる。 Laminated glass is safe because it does not scatter glass fragments even if it is damaged by an external impact. Therefore, laminated glass is widely used as window glass for vehicles such as automobiles and railways. Examples of the laminated glass include laminated glass in which an interlayer film for laminated glass including a polyvinyl acetal resin plasticized with a plasticizer is interposed between at least a pair of glasses, and laminated.
合わせガラスを自動車や鉄道等の車両の窓ガラスとして使用する場合、合わせガラスは紫外線が照射される環境下で使用される。従来の合わせガラス用中間膜は、紫外線を遮蔽する目的で紫外線吸収剤を含有している（例えば、特許文献１）。
紫外線のなかでも波長４００ｎｍの紫外線は、自動車や鉄道等の乗員の眼や皮膚に負担を与えることが知られている。従って、高い可視光線透過率を維持しながら、波長４００ｎｍの紫外線の透過率を１％以下に抑えることのできる合わせガラスが求められていた。しかしながら、従来の合わせガラス用中間膜に含有される紫外線吸収剤の多くは、波長４００ｎｍの紫外線の遮蔽効果が不充分であった。従来の紫外線吸収剤では、波長４００ｎｍの紫外線の透過率を１％以下に抑えるために紫外線吸収剤の含有量を多くすると、合わせガラスの黄色度が高くなったり、耐光性が低下したりするという問題があった。When using laminated glass as a window glass for vehicles such as automobiles and railways, laminated glass is used in an environment where ultraviolet rays are irradiated. Conventional interlayer films for laminated glass contain an ultraviolet absorber for the purpose of shielding ultraviolet rays (for example, Patent Document 1).
Among ultraviolet light, ultraviolet light having a wavelength of 400 nm is known to give a burden to eyes and skin of passengers such as automobiles and railways. Accordingly, there has been a demand for a laminated glass capable of suppressing the transmittance of ultraviolet light having a wavelength of 400 nm to 1% or less while maintaining high visible light transmittance. However, most of the ultraviolet absorbers contained in the conventional interlayer film for laminated glass have an insufficient shielding effect for ultraviolet rays having a wavelength of 400 nm. In the conventional ultraviolet absorber, when the content of the ultraviolet absorber is increased in order to suppress the transmittance of ultraviolet rays having a wavelength of 400 nm to 1% or less, the yellowness of the laminated glass increases or the light resistance decreases. There was a problem.
本発明は、上記現状に鑑み、波長４００ｎｍの紫外線の透過率を１％以下にすることができ、耐光性が高い合わせガラス用中間膜、及び、該合わせガラス用中間膜を用いた合わせガラスを提供することを目的とする。 In view of the above situation, the present invention provides an interlayer film for laminated glass that can reduce the transmittance of ultraviolet light having a wavelength of 400 nm to 1% or less, and has high light resistance, and a laminated glass using the interlayer film for laminated glass. The purpose is to provide.
本発明は、熱可塑性樹脂、下記一般式（１）で表される構造を有する紫外線吸収剤、及び、下記一般式（２）で表される構造を有する紫外線吸収剤を含有する合わせガラス用中間膜であって、前記一般式（１）で表される構造を有する紫外線吸収剤の含有量が０．００１〜０．０５重量％であり、かつ、前記一般式（２）で表される構造を有する紫外線吸収剤の含有量が０．４〜１．５重量％である合わせガラス用中間膜である。 The present invention provides an intermediate for laminated glass containing a thermoplastic resin, an ultraviolet absorber having a structure represented by the following general formula (1), and an ultraviolet absorber having a structure represented by the following general formula (2). A film, wherein the content of the ultraviolet absorber having the structure represented by the general formula (1) is 0.001 to 0.05% by weight, and the structure is represented by the general formula (2) It is an interlayer film for laminated glass in which the content of the ultraviolet absorber having a content of 0.4 to 1.5% by weight.
式（１）中、Ｒ１は、炭素数が１〜３のアルキル基を表し、Ｒ２は、水素、炭素数が１〜１０のアルキル基、又は、炭素数が７〜１０のアラルキル基を表す。
式（２）中、Ｒ３は、水素、又は、炭素数が１〜８のアルキル基を表し、Ｒ４は、水素、又は、炭素数が１〜８のアルキル基を表す。
以下に本発明を詳述する。In Formula (1), R 1 represents an alkyl group having 1 to 3 carbon atoms, and R 2 represents hydrogen, an alkyl group having 1 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms. Represent.
In Formula (2), R 3 represents hydrogen or an alkyl group having 1 to 8 carbon atoms, and R 4 represents hydrogen or an alkyl group having 1 to 8 carbon atoms.
The present invention is described in detail below.
本発明者は、上記一般式（１）で表される紫外線吸収剤と上記一般式（２）で表される紫外線吸収剤とを併用し、かつ、これらの紫外線吸収剤の含有量を特定の範囲に調整した合わせガラス用中間膜は、高い可視光線透過率を維持しながら、波長４００ｎｍの紫外線の透過率を１％以下に抑え、耐光性が高いことを見出した。 The inventor uses the ultraviolet absorber represented by the general formula (1) and the ultraviolet absorber represented by the general formula (2) in combination, and specifies the content of these ultraviolet absorbers. The interlayer film for laminated glass adjusted to the range has been found to have high light resistance by suppressing the transmittance of ultraviolet light having a wavelength of 400 nm to 1% or less while maintaining high visible light transmittance.
本発明の合わせガラス用中間膜は、熱可塑性樹脂を含有する。
上記熱可塑性樹脂は特に限定されず、例えば、ポリビニルアセタール樹脂、エチレン−酢酸ビニル共重合体樹脂、エチレン−アクリル共重合体樹脂、ポリウレタン樹脂、硫黄元素を含有するポリウレタン樹脂、ポリビニルアルコール樹脂等が挙げられる。なかでも、可塑剤と併用した場合に、ガラスに対して優れた接着性を発揮する合わせガラス用中間膜が得られることから、ポリビニルアセタール樹脂が好適である。The interlayer film for laminated glass of the present invention contains a thermoplastic resin.
The thermoplastic resin is not particularly limited, and examples thereof include polyvinyl acetal resin, ethylene-vinyl acetate copolymer resin, ethylene-acrylic copolymer resin, polyurethane resin, polyurethane resin containing sulfur element, and polyvinyl alcohol resin. It is done. Among these, when used in combination with a plasticizer, an interlayer film for laminated glass that exhibits excellent adhesion to glass can be obtained, and therefore, a polyvinyl acetal resin is preferable.
上記ポリビニルアセタール樹脂は、ポリビニルアルコールをアルデヒドでアセタール化して得られるポリビニルアセタール樹脂であれば特に限定されないが、ポリビニルブチラール樹脂が好適である。また、必要に応じて２種以上のポリビニルアセタール樹脂を併用してもよい。
上記ポリビニルアセタール樹脂のアセタール化度の好ましい下限は４０モル％、好ましい上限は８５モル％であり、より好ましい下限は６０モル％、より好ましい上限は７５モル％である。The polyvinyl acetal resin is not particularly limited as long as it is a polyvinyl acetal resin obtained by acetalizing polyvinyl alcohol with an aldehyde, but a polyvinyl butyral resin is preferable. Moreover, you may use together 2 or more types of polyvinyl acetal resin as needed.
The preferable lower limit of the degree of acetalization of the polyvinyl acetal resin is 40 mol%, the preferable upper limit is 85 mol%, the more preferable lower limit is 60 mol%, and the more preferable upper limit is 75 mol%.
上記ポリビニルアセタール樹脂の水酸基量の好ましい下限は１５モル％、好ましい上限は３５モル％である。水酸基量が１５モル％未満であると、合わせガラス用中間膜とガラスとの接着性が低下したり、得られる合わせガラスの耐貫通性が低下したりすることがある。水酸基量が３５モル％を超えると、得られる合わせガラス用中間膜が硬くなり過ぎることがある。上記水酸基量のより好ましい下限は２５モル％、より好ましい上限は３３モル％である。
上記ポリビニルアセタール樹脂としてポリビニルブチラール樹脂を用いる場合、水酸基量の好ましい下限は１５モル％、好ましい上限は３５モル％である。水酸基量が１５モル％未満であると、合わせガラス用中間膜とガラスとの接着性が低下したり、得られる合わせガラスの耐貫通性が低下したりすることがある。水酸基量が３５モル％を超えると、得られる合わせガラス用中間膜が硬くなり過ぎることがある。上記水酸基量のより好ましい下限は２５モル％、より好ましい上限は３３モル％である。
なお、上記アセタール化度及び上記水酸基量は、例えば、ＪＩＳ Ｋ６７２８「ポリビニルブチラール試験方法」に準拠した方法により測定することができる。The minimum with the preferable amount of hydroxyl groups of the said polyvinyl acetal resin is 15 mol%, and a preferable upper limit is 35 mol%. If the amount of hydroxyl group is less than 15 mol%, the adhesion between the interlayer film for laminated glass and the glass may be lowered, or the penetration resistance of the resulting laminated glass may be lowered. When the amount of hydroxyl groups exceeds 35 mol%, the resulting interlayer film for laminated glass may become too hard. A more preferred lower limit of the hydroxyl group content is 25 mol%, and a more preferred upper limit is 33 mol%.
When a polyvinyl butyral resin is used as the polyvinyl acetal resin, the preferred lower limit of the amount of hydroxyl groups is 15 mol%, and the preferred upper limit is 35 mol%. If the amount of hydroxyl group is less than 15 mol%, the adhesion between the interlayer film for laminated glass and the glass may be lowered, or the penetration resistance of the resulting laminated glass may be lowered. When the amount of hydroxyl groups exceeds 35 mol%, the resulting interlayer film for laminated glass may become too hard. A more preferred lower limit of the hydroxyl group content is 25 mol%, and a more preferred upper limit is 33 mol%.
The degree of acetalization and the amount of hydroxyl groups can be measured by, for example, a method based on JIS K6728 “Testing method for polyvinyl butyral”.
上記ポリビニルアセタール樹脂は、ポリビニルアルコールをアルデヒドでアセタール化することにより調製することができる。
上記ポリビニルアルコールは、通常、ポリ酢酸ビニルを鹸化することにより得られ、鹸化度８０〜９９．８モル％のポリビニルアルコールが一般的に用いられる。
上記ポリビニルアルコールの重合度の好ましい下限は５００、好ましい上限は４０００である。上記ポリビニルアルコールの重合度が５００未満であると、得られる合わせガラスの耐貫通性が低下することがある。上記ポリビニルアルコールの重合度が４０００を超えると、合わせガラス用中間膜の成形が困難となることがある。上記ポリビニルアルコールの重合度のより好ましい下限は１０００、より好ましい上限は３６００である。The polyvinyl acetal resin can be prepared by acetalizing polyvinyl alcohol with an aldehyde.
The polyvinyl alcohol is usually obtained by saponifying polyvinyl acetate, and polyvinyl alcohol having a saponification degree of 80 to 99.8 mol% is generally used.
The preferable lower limit of the polymerization degree of the polyvinyl alcohol is 500, and the preferable upper limit is 4000. When the polymerization degree of the polyvinyl alcohol is less than 500, the penetration resistance of the obtained laminated glass may be lowered. When the polymerization degree of the polyvinyl alcohol exceeds 4000, it may be difficult to mold the interlayer film for laminated glass. The minimum with a more preferable polymerization degree of the said polyvinyl alcohol is 1000, and a more preferable upper limit is 3600.
上記アルデヒドは特に限定されないが、一般には、炭素数が１〜１０のアルデヒドが好適に用いられる。上記炭素数が１〜１０のアルデヒドは特に限定されず、例えば、ｎ−ブチルアルデヒド、イソブチルアルデヒド、ｎ−バレルアルデヒド、２−エチルブチルアルデヒド、ｎ−ヘキシルアルデヒド、ｎ−オクチルアルデヒド、ｎ−ノニルアルデヒド、ｎ−デシルアルデヒド、ホルムアルデヒド、アセトアルデヒド、ベンズアルデヒド等が挙げられる。なかでも、ｎ−ブチルアルデヒド、ｎ−ヘキシルアルデヒド、ｎ−バレルアルデヒドが好ましく、ｎ−ブチルアルデヒドがより好ましい。これらのアルデヒドは単独で用いられてもよく、２種以上を併用してもよい。 The aldehyde is not particularly limited, but generally an aldehyde having 1 to 10 carbon atoms is preferably used. The aldehyde having 1 to 10 carbon atoms is not particularly limited. For example, n-butyraldehyde, isobutyraldehyde, n-valeraldehyde, 2-ethylbutyraldehyde, n-hexylaldehyde, n-octylaldehyde, n-nonylaldehyde N-decylaldehyde, formaldehyde, acetaldehyde, benzaldehyde and the like. Of these, n-butyraldehyde, n-hexylaldehyde, and n-valeraldehyde are preferable, and n-butyraldehyde is more preferable. These aldehydes may be used alone or in combination of two or more.
本発明の合わせガラス用中間膜は、上記一般式（１）で表される構造を有する紫外線吸収剤、及び、上記一般式（２）で表される構造を有する紫外線吸収剤を含有する。
上記一般式（１）において、Ｒ１は、炭素数が１〜３のアルキル基を表す。Ｒ１として、例えば、メチル基、エチル基、イソプロピル基、ｎ−プロピル基等が挙げられる。なかでも、Ｒ１は、メチル基、エチル基、イソプロピル基であることが好ましく、メチル基又はエチル基であることがより好ましい。
上記一般式（１）において、Ｒ２は、水素、炭素数が１〜１０のアルキル基、又は、炭素数が７〜１０のアラルキル基を表す。Ｒ２は、炭素数が１〜１０のアルキル基であることが好ましく、炭素数が１〜８のアルキル基であることがより好ましい。上記炭素数が１〜１０のアルキル基として、例えば、メチル基、エチル基、イソプロピル基、ｎ−プロピル基、イソブチル基、ｎ−ブチル基、ペンチル基、ヘキシル基、２−エチルヘキシル基、ｎ−オクチル基等が挙げられる。上記炭素数が７〜１０のアラルキル基として、例えば、ベンジル基、フェニルエチル基、フェニルプロピル基、フェニルブチル基等が挙げられる。なお、上記アルキル基は、主鎖が直鎖構造を有するアルキル基であってもよく、主鎖が分岐構造を有するアルキル基であってもよい。The interlayer film for laminated glass of the present invention contains an ultraviolet absorber having a structure represented by the general formula (1) and an ultraviolet absorber having a structure represented by the general formula (2).
In the general formula (1), R 1 represents an alkyl group having 1 to 3 carbon atoms. Examples of R 1 include a methyl group, an ethyl group, an isopropyl group, and an n-propyl group. Among these, R 1 is preferably a methyl group, an ethyl group, or an isopropyl group, and more preferably a methyl group or an ethyl group.
In the general formula (1), R 2 represents hydrogen, an alkyl group having 1 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms. R 2 is preferably an alkyl group having 1 to 10 carbon atoms, and more preferably an alkyl group having 1 to 8 carbon atoms. Examples of the alkyl group having 1 to 10 carbon atoms include methyl group, ethyl group, isopropyl group, n-propyl group, isobutyl group, n-butyl group, pentyl group, hexyl group, 2-ethylhexyl group, and n-octyl group. Groups and the like. Examples of the aralkyl group having 7 to 10 carbon atoms include a benzyl group, a phenylethyl group, a phenylpropyl group, and a phenylbutyl group. The alkyl group may be an alkyl group having a main chain having a straight chain structure, or an alkyl group having a main chain having a branched structure.
上記一般式（１）のＲ１の炭素数は、得られる合わせガラスの耐光性に大きな影響を与える。Ｒ１の炭素数が小さいほど、得られる合わせガラスの耐光性が優れ、炭素数が１である場合に合わせガラスの耐光性が最も優れる。Ｒ１の炭素数の上限は３である。Ｒ１の炭素数が４以上であると、得られる合わせガラスを太陽光の照射下で使用した場合に、紫外線透過率が時間の経過に伴って高くなったり、合わせガラスの色調が変化したりする。The carbon number of R 1 in the general formula (1) greatly affects the light resistance of the obtained laminated glass. The smaller the carbon number of R 1, the better the light resistance of the resulting laminated glass, and when the carbon number is 1, the light resistance of the laminated glass is most excellent. The upper limit of the carbon number of R 1 is 3. When the number of carbon atoms of R 1 is 4 or more, when the obtained laminated glass is used under sunlight irradiation, the ultraviolet transmittance increases with time, or the color tone of the laminated glass changes. To do.
上記一般式（１）で表される紫外線吸収剤の含有量の下限は０．００１重量％、上限は０．０５重量％である。上記一般式（１）で表される紫外線吸収剤の含有量が０．００１重量％未満であると、波長４００ｎｍにおける紫外線透過率を１％以下にすることができない。上記一般式（１）で表される紫外線吸収剤の含有量が０．０５重量％を超えると、得られる合わせガラスの黄色度が高くなり過ぎる。上記一般式（１）で表される紫外線吸収剤の含有量の好ましい下限は０．００２重量％、好ましい上限は０．０４５重量％、より好ましい下限は０．０１重量％、より好ましい上限は０．０４重量％、更に好ましい下限は０．０３重量％、更に好ましい上限は０．０３５重量％である。 The minimum of content of the ultraviolet absorber represented by the said General formula (1) is 0.001 weight%, and an upper limit is 0.05 weight%. When the content of the ultraviolet absorber represented by the general formula (1) is less than 0.001% by weight, the ultraviolet transmittance at a wavelength of 400 nm cannot be 1% or less. When content of the ultraviolet absorber represented by the said General formula (1) exceeds 0.05 weight%, the yellowness of the laminated glass obtained will become high too much. The preferable lower limit of the content of the ultraviolet absorber represented by the general formula (1) is 0.002% by weight, the preferable upper limit is 0.045% by weight, the more preferable lower limit is 0.01% by weight, and the more preferable upper limit is 0. 0.04% by weight, a more preferred lower limit is 0.03% by weight, and a more preferred upper limit is 0.035% by weight.
上記一般式（２）において、Ｒ３、Ｒ４は、水素、又は、炭素数が１〜８のアルキル基を表す。Ｒ３、Ｒ４として、例えば、水素、メチル基、エチル基、ｎ−プロピル基、ｉｓｏ−プロピル基、ｎ−ブチル基、ｔｅｒｔ−ブチル基、ペンチル基、ヘキシル基、オクチル基等が挙げられる。なかでも、Ｒ３は、水素、メチル基、ｔｅｒｔ−ブチル基、ペンチル基、オクチル基であることが好ましい。Ｒ３とＲ４とは同一であってもよく、異なっていてもよい。In the general formula (2), R 3, R 4 represents hydrogen, or an alkyl group having 1 to 8 carbon atoms. Examples of R 3 and R 4 include hydrogen, methyl group, ethyl group, n-propyl group, iso-propyl group, n-butyl group, tert-butyl group, pentyl group, hexyl group, octyl group and the like. Among these, R 3 is preferably hydrogen, a methyl group, a tert-butyl group, a pentyl group, or an octyl group. R 3 and R 4 may be the same or different.
上記一般式（２）で表される紫外線吸収剤の含有量の下限は０．４重量％、上限は１．５重量％である。上記式（２）で表される紫外線吸収剤の含有量が０．４重量％未満であると、波長４００ｎｍにおける紫外線透過率を１％以下にすることができない。上記一般式（２）で表される紫外線吸収剤の含有量が１．５重量％を超えると、得られる合わせガラスの黄色度が高くなり過ぎる。上記一般式（２）で表される紫外線吸収剤の含有量の好ましい下限は０．５重量％、好ましい上限は１．３重量％、より好ましい下限は０．６重量％、より好ましい上限は１．０重量％、更に好ましい下限は０．７重量％、更に好ましい上限は０．９重量％である。 The minimum of content of the ultraviolet absorber represented by the said General formula (2) is 0.4 weight%, and an upper limit is 1.5 weight%. When the content of the ultraviolet absorber represented by the above formula (2) is less than 0.4% by weight, the ultraviolet transmittance at a wavelength of 400 nm cannot be made 1% or less. When content of the ultraviolet absorber represented by the said General formula (2) exceeds 1.5 weight%, the yellowness of the laminated glass obtained will become high too much. The preferable lower limit of the content of the ultraviolet absorber represented by the general formula (2) is 0.5% by weight, the preferable upper limit is 1.3% by weight, the more preferable lower limit is 0.6% by weight, and the more preferable upper limit is 1. 0.0 wt%, a more preferred lower limit is 0.7 wt%, and a more preferred upper limit is 0.9 wt%.
本発明の合わせガラス用中間膜は、更に可塑剤を含有してもよい。可塑剤を含有することにより、得られる合わせガラス用中間膜が柔軟になり、ガラスに対する高い接着性を発揮することができる。
上記可塑剤は、例えば、トリエチレングリコールジ−２−エチルブチレート、トリエチレングリコールジ−２−エチルヘキサノエート、トリエチレングリコールジカプリレート、トリエチレングリコールジ−ｎ−オクタノエート、トリエチレングリコールジ−ｎ−ヘプタノエート、テトラエチレングリコールジ−ｎ−ヘプタノエート、テトラエチレングリコールジ−２−エチルヘキサノエート、ジブチルセバケート、ジオクチルアゼレート、ジブチルカルビトールアジペート、エチレングリコールジ−２−エチルブチレート、１，３−プロピレングリコールジ−２−エチルブチレート、１，４−ブチレングリコールジ−２−エチルブチレート、１，２−ブチレングリコールジ−２−エチルブチレート、ジエチレングリコールジ−２−エチルブチレート、ジエチレングリコールジ−２−エチルヘキサノエート、ジプロピレングリコールジ−２−エチルブチレート、トリエチレングリコールジ−２−エチルペンタノエート、テトラエチレングリコールジ−２−エチルブチレート、ジエチレングリコールジカプリエート、トリエチレングリコールジ−ｎ−ヘプタノエート、テトラエチレングリコールジ−ｎ−ヘプタノエート、トリエチレングリコールジ−２−エチルブチレート、アジピン酸ジヘキシル、アジピン酸ジオクチル、アジピン酸ヘキシルシクロヘキシル、アジピン酸ジイソノニル、アジピン酸ヘプチルノニル、セバシン酸ジブチル、油変性セバシン酸アルキド、リン酸エステルとアジピン酸エステルとの混合物、アジピン酸エステル、炭素数４〜９のアルキルアルコール及び炭素数４〜９の環状アルコールから作製された混合型アジピン酸エステル、アジピン酸ヘキシル等の炭素数６〜８のアジピン酸エステル等が挙げられる。上記可塑剤のなかでも、トリエチレングリコール−ジ−２−エチルヘキサノエート（３ＧＯ）が特に好適に用いられる。The interlayer film for laminated glass of the present invention may further contain a plasticizer. By containing a plasticizer, the obtained interlayer film for laminated glass becomes flexible and can exhibit high adhesion to glass.
Examples of the plasticizer include triethylene glycol di-2-ethylbutyrate, triethylene glycol di-2-ethylhexanoate, triethylene glycol dicaprylate, triethylene glycol di-n-octanoate, and triethylene glycol diester. -N-heptanoate, tetraethylene glycol di-n-heptanoate, tetraethylene glycol di-2-ethylhexanoate, dibutyl sebacate, dioctyl azelate, dibutyl carbitol adipate, ethylene glycol di-2-ethyl butyrate, 1 , 3-propylene glycol di-2-ethyl butyrate, 1,4-butylene glycol di-2-ethyl butyrate, 1,2-butylene glycol di-2-ethyl butyrate, diethylene glycol di-2-ethyl butyrate Rate, diethylene glycol di-2-ethylhexanoate, dipropylene glycol di-2-ethylbutyrate, triethylene glycol di-2-ethylpentanoate, tetraethylene glycol di-2-ethylbutyrate, diethylene glycol dicapryate , Triethylene glycol di-n-heptanoate, tetraethylene glycol di-n-heptanoate, triethylene glycol di-2-ethylbutyrate, dihexyl adipate, dioctyl adipate, hexyl cyclohexyl adipate, diisononyl adipate, heptylnonyl adipate , Dibutyl sebacate, oil-modified alkyd sebacate, a mixture of phosphate ester and adipic acid ester, adipic acid ester, alkyl alcohol having 4 to 9 carbon atoms and charcoal Number 4-9 mixed adipates made from cyclic alcohols, such as adipic acid ester having 6 to 8 carbon atoms such as adipic acid hexyl. Among the plasticizers, triethylene glycol-di-2-ethylhexanoate (3GO) is particularly preferably used.
上記可塑剤の含有量は特に限定されないが、上記熱可塑性樹脂１００重量部に対する好ましい下限が３０重量部、好ましい上限が７０重量部である。上記可塑剤の含有量が３０重量部未満であると、合わせガラス用中間膜が硬くなり過ぎ、取り扱い性が低下することがある。上記可塑剤の含有量が７０重量部を超えると、合わせガラス用中間膜から可塑剤が分離することがある。上記可塑剤の含有量のより好ましい下限は３５重量部、より好ましい上限は６３重量部である。 Although content of the said plasticizer is not specifically limited, The preferable minimum with respect to 100 weight part of said thermoplastic resins is 30 weight part, and a preferable upper limit is 70 weight part. When the content of the plasticizer is less than 30 parts by weight, the interlayer film for laminated glass becomes too hard, and the handleability may deteriorate. When content of the said plasticizer exceeds 70 weight part, a plasticizer may isolate | separate from the intermediate film for laminated glasses. The minimum with more preferable content of the said plasticizer is 35 weight part, and a more preferable upper limit is 63 weight part.
本発明の合わせガラス用中間膜は、更に赤外線吸収剤を含有してもよい。赤外線吸収剤を含有することにより、高い遮熱性を発揮することができる。
上記赤外線吸収剤は、赤外線を遮蔽する性能を有すれば特に限定されないが、例えば、錫ドープ酸化インジウム粒子が好適である。The interlayer film for laminated glass of the present invention may further contain an infrared absorber. By containing an infrared absorber, high heat shielding properties can be exhibited.
Although the said infrared absorber will not be specifically limited if it has the performance which shields infrared rays, For example, a tin dope indium oxide particle is suitable.
本発明の合わせガラス用中間膜は、更に必要に応じて、酸化防止剤、光安定剤、接着力調整剤、顔料、染料、蛍光増白剤等の添加剤を含有してもよい。 The interlayer film for laminated glass of the present invention may further contain additives such as an antioxidant, a light stabilizer, an adhesive strength modifier, a pigment, a dye, and a fluorescent brightening agent, if necessary.
上記酸化防止剤は特に限定されず、例えば、２，２−ビス［［［３−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル）プロピオニル］オキシ］メチル］プロパン−１，３−ジオール１，３−ビス［３−（３，５−ジ−ｔｅｒｔ−ブチル−４−ヒドロキシフェニル）プロピオナート］、４，４’−チオビス（６−ｔｅｒｔ−ブチル−３−メチルフェノール）、４，４’−ジメチル−６，６’−ジ（ｔｅｒｔ−ブチル）［２，２’−メチレンビス（フェノール）］、２，６−ジ−ｔ−ブチル−ｐ−クレゾール、４，４’−ブチリデンビス−（６−ｔ−ブチル−３−メチルフェノール）等が挙げられる。 The antioxidant is not particularly limited. For example, 2,2-bis [[[3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionyl] oxy] methyl] propane-1,3- Diol 1,3-bis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate], 4,4′-thiobis (6-tert-butyl-3-methylphenol), 4,4 '-Dimethyl-6,6'-di (tert-butyl) [2,2'-methylenebis (phenol)], 2,6-di-t-butyl-p-cresol, 4,4'-butylidenebis- (6 -T-butyl-3-methylphenol) and the like.
本発明の合わせガラス用中間膜の厚さの好ましい下限は０．１ｍｍ、好ましい上限は３ｍｍである。合わせガラス用中間膜の厚さが０．１ｍｍ未満であると、得られる合わせガラスの耐貫通性が低下することがある。合わせガラス用中間膜の厚さが３ｍｍを超えると、得られる合わせガラス用中間膜の透明性が低下することがある。合わせガラス用中間膜の厚さのより好ましい下限は０．２５ｍｍ、より好ましい上限は２ｍｍである。 The preferable lower limit of the thickness of the interlayer film for laminated glass of the present invention is 0.1 mm, and the preferable upper limit is 3 mm. When the thickness of the interlayer film for laminated glass is less than 0.1 mm, the penetration resistance of the obtained laminated glass may be lowered. When the thickness of the interlayer film for laminated glass exceeds 3 mm, the transparency of the interlayer film for laminated glass obtained may be lowered. The more preferable lower limit of the thickness of the interlayer film for laminated glass is 0.25 mm, and the more preferable upper limit is 2 mm.
本発明の合わせガラス用中間膜は、１層の樹脂層のみにより形成された単層構造の合わせガラス用中間膜であってもよく、また、２以上の樹脂層を積層した多層構造の合わせガラス用中間膜であってもよい。 The interlayer film for laminated glass of the present invention may be an interlayer film for laminated glass having a single layer structure formed of only one resin layer, or a laminated glass having a multilayer structure in which two or more resin layers are laminated. An intermediate film may be used.
本発明の合わせガラス用中間膜は、断面形状の楔角θが０．１〜１．０ｍｒａｄである楔形であることが好ましい。合わせガラス用中間膜の断面形状を楔形とし、適切な楔角度とすることにより、ヘッドアップディスプレイに用いたときに計器表示の視認性を高めることができる。 The interlayer film for laminated glass of the present invention preferably has a wedge shape with a wedge angle θ of a cross-sectional shape of 0.1 to 1.0 mrad. By making the cross-sectional shape of the interlayer film for laminated glass a wedge shape and an appropriate wedge angle, the visibility of the instrument display can be enhanced when used for a head-up display.
本発明の合わせガラス用中間膜が１層の樹脂層のみにより形成された単層構造である場合にはその１層が、２以上の樹脂層を積層した多層構造である場合には少なくとも１層が、遮音性を有する遮音層であることが好ましい。
上記遮音層としては特に限定されないが、例えば、ポリビニルアセタール樹脂１００重量部に対して４０重量部以上の可塑剤を含有する層が挙げられる。
上記遮音層を含む合わせガラス用中間膜の断面形状は、上記楔形を有してもよい。When the interlayer film for laminated glass of the present invention has a single layer structure formed by only one resin layer, at least one layer when the one layer has a multilayer structure in which two or more resin layers are laminated. Is preferably a sound insulation layer having sound insulation properties.
Although it does not specifically limit as said sound insulation layer, For example, the layer containing 40 weight part or more plasticizer with respect to 100 weight part of polyvinyl acetal resin is mentioned.
The cross-sectional shape of the interlayer film for laminated glass including the sound insulating layer may have the wedge shape.
本発明の合わせガラス用中間膜を自動車や鉄道等の車両の窓ガラスや建築物の窓ガラス等に用いる場合には、その一部を着色してもよい。例えば、自動車のフロントガラスに用いる場合、合わせガラス用中間膜のフロントガラスの上部に該当する部分を着色することにより、直射日光等による眩しさを緩和することができる。 When the interlayer film for laminated glass of the present invention is used for a window glass of a vehicle such as an automobile or a railroad or a window glass of a building, a part thereof may be colored. For example, when used for a windshield of an automobile, glare caused by direct sunlight or the like can be reduced by coloring a portion corresponding to the upper part of the windshield of the interlayer film for laminated glass.
本発明の合わせガラス用中間膜は、厚さを７６０μｍとし、２枚のガラス板の間に挟持して、ＪＩＳ Ｒ ３１０６に準拠した方法で測定した可視光線透過率Ｔｖが７０％以上であることが好ましい。可視光線透過率Ｔｖが７０％未満であると、本発明の合わせガラス用中間膜を用いて得られる合わせガラスの透明性が低下することがある。上記可視光線透過率Ｔｖは７５％以上であることがより好ましい。
なお、上記可視光線透過率Ｔｖを測定する装置は特に限定されず、例えば、分光光度計（日立製作所社製「Ｕ−４０００」）等が挙げられる。The interlayer film for laminated glass of the present invention preferably has a thickness of 760 μm and is sandwiched between two glass plates, and has a visible light transmittance Tv of 70% or more measured by a method in accordance with JIS R 3106. . If the visible light transmittance Tv is less than 70%, the transparency of the laminated glass obtained using the interlayer film for laminated glass of the present invention may be lowered. The visible light transmittance Tv is more preferably 75% or more.
In addition, the apparatus which measures the said visible light transmittance | permeability Tv is not specifically limited, For example, a spectrophotometer ("U-4000" by Hitachi, Ltd.) etc. are mentioned.
本発明の合わせガラス用中間膜は、厚さを７６０μｍとし、２枚のガラス板の間に挟持して、ＪＩＳ Ｒ ３２０５（１９９８）に準拠して紫外線照射装置を用いて紫外線を２０００時間照射した後の可視光線透過率Ｔｖが７０％以上であることが好ましい。紫外線照射後の可視光線透過率Ｔｖが７０％未満であると、合わせガラスの十分な透明性が確保できないことがある。上記紫外線照射後の可視光線透過率Ｔｖは７５％以上であることがより好ましい。 The interlayer film for laminated glass of the present invention has a thickness of 760 μm, is sandwiched between two glass plates, and is irradiated with ultraviolet rays for 2000 hours using an ultraviolet irradiation device in accordance with JIS R 3205 (1998). The visible light transmittance Tv is preferably 70% or more. If the visible light transmittance Tv after ultraviolet irradiation is less than 70%, sufficient transparency of the laminated glass may not be ensured. The visible light transmittance Tv after the ultraviolet irradiation is more preferably 75% or more.
本発明の合わせガラス用中間膜は、波長４００ｎｍの紫外線の透過率を低下させることができる。本発明の合わせガラス用中間膜は、厚さを７６０μｍとし、２枚のガラス板の間に挟持して測定した波長４００ｎｍの紫外線の透過率Ｔ（以下、Ｔ１ともいう）が１％以下である。
なお、上記波長４００ｎｍの紫外線の透過率を測定する装置は特に限定されず、例えば、分光光度計（日立製作所社製「Ｕ−４０００」）等が挙げられる。The interlayer film for laminated glass of the present invention can reduce the transmittance of ultraviolet light having a wavelength of 400 nm. The interlayer film for laminated glass of the present invention has a thickness of 760 μm and has an ultraviolet light transmittance T (hereinafter also referred to as T1) of 1 nm or less as measured by sandwiching it between two glass plates.
In addition, the apparatus which measures the transmittance | permeability of the said ultraviolet-ray with a wavelength of 400 nm is not specifically limited, For example, a spectrophotometer ("U-4000" by Hitachi, Ltd.) etc. are mentioned.
本発明の合わせガラス用中間膜は、厚さを７６０μｍとし、２枚のガラス板の間に挟持して、ＪＩＳ Ｒ ３２０５（１９９８）に準拠して紫外線照射装置を用いて紫外線を２０００時間照射した後の、波長４００ｎｍの紫外線の透過率Ｔ（以下、Ｔ２ともいう）が２％以下であることが好ましい。紫外線照射後の波長４００ｎｍの紫外線の透過率Ｔが２％を超えると、紫外線遮蔽性能が低下することがある。紫外線照射後の波長４００ｎｍの紫外線の透過率Ｔは１．５％以下であることがより好ましく、１％以下であることが更に好ましい。 The interlayer film for laminated glass of the present invention has a thickness of 760 μm, is sandwiched between two glass plates, and is irradiated with ultraviolet rays for 2000 hours using an ultraviolet irradiation device in accordance with JIS R 3205 (1998). The transmittance T (hereinafter also referred to as T2) of ultraviolet light having a wavelength of 400 nm is preferably 2% or less. When the transmittance T of ultraviolet light having a wavelength of 400 nm after ultraviolet irradiation exceeds 2%, the ultraviolet shielding performance may be deteriorated. The transmittance T of ultraviolet light having a wavelength of 400 nm after ultraviolet irradiation is more preferably 1.5% or less, and further preferably 1% or less.
本発明の合わせガラス用中間膜は、上記Ｔ１とＴ２との差の絶対値が１以下であることが好ましい。上記Ｔ１とＴ２との差の絶対値が１以下であると、本発明の合わせガラス用中間膜を用いた合わせガラスを、自動車や鉄道の車両の窓ガラス等の紫外線が照射される環境下で使用される用途に用いた場合にでも、高い耐光性を発揮することができる。
本発明の合わせガラス用中間膜は、上記一般式（１）で表される紫外線吸収剤と上記一般式（２）で表される紫外線吸収剤とを併用し、かつ、これらの紫外線吸収剤の含有量を特定の範囲に調整しているため、高い可視光線透過率を維持しながら、波長４００ｎｍの紫外線の透過率を１％以下に抑えることができ、かつ、高い耐光性を発揮することができる。In the interlayer film for laminated glass of the present invention, the absolute value of the difference between T1 and T2 is preferably 1 or less. When the absolute value of the difference between T1 and T2 is 1 or less, the laminated glass using the interlayer film for laminated glass of the present invention is subjected to ultraviolet rays such as window glass of automobiles and railway vehicles. Even when used for the intended purpose, high light resistance can be exhibited.
The interlayer film for laminated glass of the present invention uses the ultraviolet absorber represented by the general formula (1) and the ultraviolet absorber represented by the general formula (2) in combination, and Since the content is adjusted to a specific range, the transmittance of ultraviolet rays having a wavelength of 400 nm can be suppressed to 1% or less while maintaining high visible light transmittance, and high light resistance can be exhibited. it can.
本発明の合わせガラス用中間膜は、厚さを７６０μｍとし、２枚のガラス板の間に挟持して測定した黄色度が５以下であることが好ましい。黄色度が５を超えると、合わせガラスの黄色味が強くなりすぎることがある。
なお、本明細書において黄色度は、ＪＩＳ Ｋ ７１０３に準拠して測定した合わせガラスの透過光の黄色度を意味する。The interlayer film for laminated glass of the present invention preferably has a thickness of 760 μm and a yellowness of 5 or less measured by being sandwiched between two glass plates. If the yellowness exceeds 5, the yellowness of the laminated glass may become too strong.
In addition, in this specification, yellowness means the yellowness of the transmitted light of the laminated glass measured based on JISK7103.
本発明の合わせガラス用中間膜は、厚さを７６０μｍとし、２枚のガラス板の間に挟持して、ＪＩＳ Ｒ ３２０５（１９９８）に準拠して紫外線照射装置を用いて紫外線を２０００時間照射した後の黄色度が５以下であることが好ましい。紫外線照射後の黄色度が５を超えると、合わせガラスの黄色味が強くなりすぎることがある。 The interlayer film for laminated glass of the present invention has a thickness of 760 μm, is sandwiched between two glass plates, and is irradiated with ultraviolet rays for 2000 hours using an ultraviolet irradiation device in accordance with JIS R 3205 (1998). The yellowness is preferably 5 or less. If the yellowness after ultraviolet irradiation exceeds 5, the yellowness of the laminated glass may become too strong.
上記可視光線透過率Ｔｖ、波長４００ｎｍの紫外線の透過率Ｔ、黄色度の測定の際に用いるガラス板は、例えば、厚さ２ｍｍのグリーンガラスを用いることができる。 As the glass plate used for measuring the visible light transmittance Tv, the transmittance T of ultraviolet rays having a wavelength of 400 nm, and the yellowness, for example, green glass having a thickness of 2 mm can be used.
本発明の合わせガラス用中間膜を製造する方法として、例えば、上記可塑剤と、上記一般式（１）で表される紫外線吸収剤及び上記一般式（２）で表される紫外線吸収剤とを混合した後、必要に応じて配合する添加剤を加えた組成物（以下、「紫外線吸収剤−可塑剤組成物」ともいう。）と、ポリビニルアセタール樹脂等の熱可塑性樹脂とを充分に混練し、合わせガラス用中間膜を成形する方法等が挙げられる。
なかでも、可塑剤に上記一般式（１）で表される紫外線吸収剤及び上記一般式（２）で表される紫外線吸収剤を溶解させた紫外線吸収剤−可塑剤組成物を作製する工程、及び、該紫外線吸収剤−可塑剤組成物とポリビニルアセタール樹脂等の熱可塑性樹脂とを混練する工程を有することが好ましい。As a method for producing the interlayer film for laminated glass of the present invention, for example, the plasticizer, the ultraviolet absorber represented by the general formula (1) and the ultraviolet absorber represented by the general formula (2) are used. After mixing, a composition (hereinafter also referred to as “ultraviolet absorber-plasticizer composition”) to which additives to be blended as necessary are sufficiently kneaded with a thermoplastic resin such as a polyvinyl acetal resin. And a method of forming an interlayer film for laminated glass.
Especially, the process of producing the ultraviolet absorber-plasticizer composition which melt | dissolved the ultraviolet absorber represented by the said General formula (1) and the ultraviolet absorber represented by the said General formula (2) in a plasticizer, And it is preferable to have the process of knead | mixing this ultraviolet absorber-plasticizer composition and thermoplastic resins, such as polyvinyl acetal resin.
上記紫外線吸収剤−可塑剤組成物と上記熱可塑性樹脂とを混練する方法としては、押出機を用いる方法等が挙げられる。 Examples of the method for kneading the ultraviolet absorber-plasticizer composition and the thermoplastic resin include a method using an extruder.
本発明の合わせガラス用中間膜が、２枚のガラス板の間に挟持されている合わせガラスもまた、本発明の１つである。
本発明の合わせガラスに用いられるガラス板は特に限定されず、一般に使用されている透明板ガラスを使用することができ、例えば、フロート板ガラス、磨き板ガラス、型板ガラス、網入り板ガラス、線入り板ガラス、赤外線吸収板ガラス、赤外線反射板ガラス、グリーンガラス等が挙げられる。なかでも、グリーンガラスが好適である。A laminated glass in which the interlayer film for laminated glass of the present invention is sandwiched between two glass plates is also one aspect of the present invention.
The glass plate used for the laminated glass of the present invention is not particularly limited, and a commonly used transparent plate glass can be used. For example, float plate glass, polished plate glass, template plate glass, mesh plate glass, lined plate glass, infrared ray Examples include an absorbing plate glass, an infrared reflecting plate glass, and a green glass. Of these, green glass is preferred.
本発明の合わせガラスは、本発明の合わせガラス用中間膜を用いることにより、高い可視光線透過率を維持しながら、波長４００ｎｍの紫外線の透過率を１％以下に抑えることができる。 The laminated glass of the present invention can suppress the transmittance of ultraviolet light having a wavelength of 400 nm to 1% or less while maintaining high visible light transmittance by using the interlayer film for laminated glass of the present invention.
上記合わせガラスは、可視光線透過率が７０％以上、波長４００ｎｍの紫外線の透過率が１％以下、かつ、黄色度が５未満であることが好ましい。 The laminated glass preferably has a visible light transmittance of 70% or more, a transmittance of ultraviolet rays having a wavelength of 400 nm of 1% or less, and a yellowness of less than 5.
本発明の合わせガラスの用途は特に限定されず、自動車や鉄道等の車両の窓ガラスや、建築物の窓ガラス等に好適に用いることができる。特に自動車用ガラスとして使用する場合は、フロントガラス、サイドガラス、リアガラス、ルーフガラスとして用いることができる。 The use of the laminated glass of the present invention is not particularly limited, and can be suitably used for window glass of vehicles such as automobiles and railways, window glass of buildings, and the like. In particular, when used as automotive glass, it can be used as windshield, side glass, rear glass, and roof glass.
本発明によれば、波長４００ｎｍの紫外線の透過率を１％以下にすることができ、耐光性が高い合わせガラス用中間膜、及び、該合わせガラス用中間膜を用いた合わせガラスを提供することができる。 According to the present invention, it is possible to provide an interlayer film for laminated glass having a transmittance of ultraviolet light having a wavelength of 400 nm of 1% or less and a high light resistance, and a laminated glass using the interlayer film for laminated glass. Can do.
以下に実施例を挙げて本発明の態様を更に詳しく説明するが、本発明はこれら実施例にのみ限定されるものではない。 Hereinafter, embodiments of the present invention will be described in more detail with reference to examples. However, the present invention is not limited to these examples.
（Ａ）インドール化合物Ａの調製
メタノール１２０ｍｌに１−メチル−２−フェニル−１Ｈ−インドール−３−カルボアルデヒド２３．５ｇ（０．１０ｍｏｌ）、及び、シアノ酢酸メチル１１．９ｇ（０．１２ｍｏｌ）を加えた。次いで、ピペリジン２．５ｇ（０．０３ｍｏｌ）を加え、還流下６時間反応させ、室温まで冷却した後、析出した結晶を得た。得られた結晶を少量のアルコールで洗浄後、乾燥して、上記一般式（１）においてＲ１がメチル基、Ｒ２がメチル基であるインドール化合物Ａの淡黄色結晶を３０．９ｇ得た。なお、得られたインドール化合物Ａの融点は１９３．７℃であった。(A) Preparation of indole compound A To 120 ml of methanol, 23.5 g (0.10 mol) of 1-methyl-2-phenyl-1H-indole-3-carbaldehyde and 11.9 g (0.12 mol) of methyl cyanoacetate were added. added. Next, 2.5 g (0.03 mol) of piperidine was added and reacted for 6 hours under reflux. After cooling to room temperature, precipitated crystals were obtained. The obtained crystal was washed with a small amount of alcohol and dried to obtain 30.9 g of a pale yellow crystal of indole compound A in which R 1 is a methyl group and R 2 is a methyl group in the general formula (1). The melting point of the obtained indole compound A was 193.7 ° C.
（Ｂ）インドール化合物Ｂの調製
メタノールに代えてエタノールを用い、シアノ酢酸メチルに代えて、シアノ酢酸エチル（０．１２ｍｏｌ）を用いた以外はインドール化合物Ａの調製方法と同様の方法により、上記一般式（１）においてＲ１がエチル基、Ｒ２がメチル基であるインドール化合物Ｂの淡黄色結晶を２８．９ｇ得た。なお、得られたインドール化合物Ｂの融点は１４５℃であった。(B) Preparation of indole compound B According to the same method as the preparation of indole compound A except that ethanol was used instead of methanol, and ethyl cyanoacetate (0.12 mol) was used instead of methyl cyanoacetate, In the formula (1), 28.9 g of pale yellow crystals of indole compound B in which R 1 is an ethyl group and R 2 is a methyl group were obtained. The melting point of the indole compound B obtained was 145 ° C.
（Ｃ）インドール化合物Ｃの調製
メタノールに代えてイソプロピルアルコールを用い、シアノ酢酸メチルに代えて、シアノ酢酸イソプロピル（０．１２ｍｏｌ）を用いた以外はインドール化合物Ａの調製方法と同様の方法により、上記一般式（１）においてＲ１がイソプロピル基、Ｒ２がメチル基であるインドール化合物Ｃの淡黄色結晶を３２．７ｇ得た。なお、得られたインドール化合物Ｃの融点は１７０．１℃であった。(C) Preparation of indole compound C According to the same method as the preparation of indole compound A, except that isopropyl alcohol was used instead of methanol, and isopropyl cyanoacetate (0.12 mol) was used instead of methyl cyanoacetate, In the general formula (1), 32.7 g of pale yellow crystals of indole compound C in which R 1 is an isopropyl group and R 2 is a methyl group were obtained. The obtained indole compound C had a melting point of 170.1 ° C.
（Ｄ）インドール化合物Ｄの調製
１−メチル−２−フェニル−１Ｈ−インドール−３−カルボアルデヒドに代えて、１−エチル−２−フェニル−１Ｈ−インドール−３−カルボアルデヒド（０．１０ｍｏｌ）を用いた以外はインドール化合物Ａの調製方法と同様の方法により、上記一般式（１）においてＲ１がメチル基、Ｒ２がエチル基であるインドール化合物Ｄの淡黄色結晶を３１．１ｇ得た。(D) Preparation of indole compound D Instead of 1-methyl-2-phenyl-1H-indole-3-carbaldehyde, 1-ethyl-2-phenyl-1H-indole-3-carbaldehyde (0.10 mol) was used. 31.1 g of pale yellow crystals of indole compound D in which R 1 is a methyl group and R 2 is an ethyl group in the above general formula (1) were obtained in the same manner as the preparation method of indole compound A except that it was used.
（Ｅ）インドール化合物Ｅの調製
メタノールに代えてエタノールを用い、シアノ酢酸メチルに代えて、シアノ酢酸エチル（０．１２ｍｏｌ）を用い、１−メチル−２−フェニル−１Ｈ−インドール−３−カルボアルデヒドに代えて、１−エチル−２−フェニル−１Ｈ−インドール−３−カルボアルデヒド（０．１０ｍｏｌ）を用いた以外はインドール化合物Ａの調製方法と同様の方法により、上記一般式（１）においてＲ１がエチル基、Ｒ２がエチル基であるインドール化合物Ｅの淡黄色結晶を３０．８ｇ得た。(E) Preparation of Indole Compound E Ethanol instead of methanol, ethyl cyanoacetate (0.12 mol) instead of methyl cyanoacetate, 1-methyl-2-phenyl-1H-indole-3-carbaldehyde Instead of 1-ethyl-2-phenyl-1H-indole-3-carbaldehyde (0.10 mol), R in the above general formula (1) is prepared by the same method as the preparation method of indole compound A. 30.8 g of pale yellow crystals of indole compound E in which 1 is an ethyl group and R 2 is an ethyl group were obtained.
（Ｆ）インドール化合物Ｆの調製
メタノールに代えてイソプロピルアルコールを用い、シアノ酢酸メチルに代えて、シアノ酢酸イソプロピル（０．１２ｍｏｌ）を用い、１−メチル−２−フェニル−１Ｈ−インドール−３−カルボアルデヒドに代えて、１−エチル−２−フェニル−１Ｈ−インドール−３−カルボアルデヒド（０．１０ｍｏｌ）を用いた以外はインドール化合物Ａの調製方法と同様の方法により、上記一般式（１）においてＲ１がイソプロピル基、Ｒ２がエチル基であるインドール化合物Ｆの淡黄色結晶を３１．７ｇ得た。(F) Preparation of Indole Compound F Using isopropyl alcohol instead of methanol, using isopropyl cyanoacetate (0.12 mol) instead of methyl cyanoacetate, 1-methyl-2-phenyl-1H-indole-3-carbohydrate In the above general formula (1), in the same manner as the preparation method of indole compound A, except that 1-ethyl-2-phenyl-1H-indole-3-carbaldehyde (0.10 mol) was used instead of aldehyde 31.7 g of pale yellow crystals of indole compound F in which R 1 is an isopropyl group and R 2 is an ethyl group were obtained.
（Ｇ）インドール化合物Ｇの調製
１−メチル−２−フェニル−１Ｈ−インドール−３−カルボアルデヒドに代えて、１−ｎ−ブチル−２−フェニル−１Ｈ−インドール−３−カルボアルデヒド（０．１０ｍｏｌ）を用いた以外はインドール化合物Ａの調製方法と同様の方法により、上記一般式（１）においてＲ１がメチル基、Ｒ２がｎ−ブチル基であるインドール化合物Ｇの淡黄色結晶を３３．７ｇ得た。(G) Preparation of indole compound G Instead of 1-methyl-2-phenyl-1H-indole-3-carbaldehyde, 1-n-butyl-2-phenyl-1H-indole-3-carbaldehyde (0.10 mol) In the general formula (1), light yellow crystals of indole compound G in which R 1 is a methyl group and R 2 is an n-butyl group are obtained in the same manner as in the preparation of indole compound A, except that 33) is used. 7 g was obtained.
（Ｈ）インドール化合物Ｈの調製
メタノールに代えてエタノールを用い、シアノ酢酸メチルに代えて、シアノ酢酸エチル（０．１２ｍｏｌ）を用い、１−メチル−２−フェニル−１Ｈ−インドール−３−カルボアルデヒドに代えて、１−ｔ−ブチル−２−フェニル−１Ｈ−インドール−３−カルボアルデヒド（０．１０ｍｏｌ）を用いた以外はインドール化合物Ａの調製方法と同様の方法により、上記一般式（１）においてＲ１がエチル基、Ｒ２がｔ−ブチル基であるインドール化合物Ｈの淡黄色結晶を３１．０ｇ得た。(H) Preparation of Indole Compound H Ethanol instead of methanol, ethyl cyanoacetate (0.12 mol) instead of methyl cyanoacetate, 1-methyl-2-phenyl-1H-indole-3-carbaldehyde Instead of 1-t-butyl-2-phenyl-1H-indole-3-carbaldehyde (0.10 mol), the above general formula (1) 31.0 g of pale yellow crystals of indole compound H in which R 1 is an ethyl group and R 2 is a t-butyl group were obtained.
（Ｉ）インドール化合物Ｉの調製
メタノールに代えてイソプロピルアルコールを用い、シアノ酢酸メチルに代えて、シアノ酢酸イソプロピル（０．１２ｍｏｌ）を用い、１−メチル−２−フェニル−１Ｈ−インドール−３−カルボアルデヒドに代えて、１−ｔ−ブチル−２−フェニル−１Ｈ−インドール−３−カルボアルデヒド（０．１０ｍｏｌ）を用いた以外はインドール化合物Ａの調製方法と同様の方法により、上記一般式（１）においてＲ１がイソプロピル基、Ｒ２がｔ−ブチル基であるインドール化合物Ｉの淡黄色結晶を３１．３ｇ得た。(I) Preparation of Indole Compound I Isopropyl alcohol was used in place of methanol, and isopropyl cyanoacetate (0.12 mol) was used in place of methyl cyanoacetate, and 1-methyl-2-phenyl-1H-indole-3-carbohydrate was used. Instead of aldehyde, 1-t-butyl-2-phenyl-1H-indole-3-carbaldehyde (0.10 mol) was used in the same manner as the preparation method of indole compound A, except that the above general formula (1 ), 31.3 g of pale yellow crystals of indole compound I in which R 1 is an isopropyl group and R 2 is a t-butyl group were obtained.
（実施例１）
（１）合わせガラス用中間膜の作製
ポリビニルブチラール樹脂に対して、合わせガラス用中間膜中の含有量が、可塑剤としてトリエチレングリコールジ−２−エチルヘキサノエート（３ＧＯ）２８重量％、酸化防止剤として２，６−ジ−ｔ−ブチル−ｐ−クレゾール（ＢＨＴ）０．１重量％、上記一般式（１）で表される紫外線吸収剤としてインドール化合物Ａ０．０１重量％、上記一般式（２）で表される紫外線吸収剤（２−（３−ｔ−ブチル−５−メチル−２−ヒドロキシフェニル）−５−クロロベンゾトリアゾール、Ｒ３＝メチル基、Ｒ４＝ｔｅｒｔ−ブチル基）０．７重量％となるように混合し、二軸異方押出機を用いて、膜厚が７６０μｍの合わせガラス用中間膜を作製した。この際、合わせガラス用中間膜の接着力調整を目的とし、有機酸マグネシウム水溶液を、合わせガラス用中間膜中におけるＭｇ濃度が６５ｐｐｍとなるように添加した。Example 1
(1) Production of interlayer film for laminated glass The content in the interlayer film for laminated glass is 28% by weight of triethylene glycol di-2-ethylhexanoate (3GO) as a plasticizer with respect to polyvinyl butyral resin, oxidation 2,6-di-t-butyl-p-cresol (BHT) 0.1% by weight as an inhibitor, 0.01% by weight of indole compound A as an ultraviolet absorber represented by the above general formula (1), the above general formula UV absorber represented by (2) (2- (3-t-butyl-5-methyl-2-hydroxyphenyl) -5-chlorobenzotriazole, R 3 = methyl group, R 4 = tert-butyl group) The mixture was mixed to 0.7 wt%, and an interlayer film for laminated glass having a film thickness of 760 μm was produced using a biaxial anisotropic extruder. At this time, for the purpose of adjusting the adhesive force of the interlayer film for laminated glass, an organic acid magnesium aqueous solution was added so that the Mg concentration in the interlayer film for laminated glass was 65 ppm.
（２）合わせガラスの作製
得られた合わせガラス用中間膜を、２３℃、相対湿度２８％の恒温恒湿条件で４時間保持した後、２枚の透明なグリーンガラス（縦３００ｍｍ×横３００ｍｍ×厚さ２ｍｍ）の間に挟持し、積層体とした。得られた積層体を、２３０℃の加熱ロールを用いて仮圧着させた。仮圧着された合わせガラスを、オートクレーブを用いて１３５℃、圧力１．２ＭＰａの条件で２０分間圧着し、合わせガラスを作製した。(2) Production of laminated glass After the obtained interlayer film for laminated glass was held for 4 hours under constant temperature and humidity conditions of 23 ° C. and relative humidity of 28%, two transparent green glasses (length 300 mm × width 300 mm × Sandwiched between 2 mm thick) to obtain a laminate. The obtained laminated body was temporarily pressure-bonded using a 230 ° C. heating roll. The temporarily bonded laminated glass was pressure bonded for 20 minutes under the conditions of 135 ° C. and pressure 1.2 MPa using an autoclave to produce a laminated glass.
（実施例２〜１３、比較例１〜１３）
上記一般式（１）で表される紫外線吸収剤及び上記一般式（２）で表される紫外線吸収剤の種類と配合量とを表１及び表２のようにした以外は、実施例１と同様にして合わせガラス用中間膜及び合わせガラスを作製した。(Examples 2-13, Comparative Examples 1-13)
Example 1 except that the ultraviolet absorbers represented by the general formula (1) and the ultraviolet absorbers represented by the general formula (2) and the blending amounts thereof are as shown in Tables 1 and 2. Similarly, an interlayer film for laminated glass and a laminated glass were produced.
（実施例１４〜２５、比較例１４〜３３）
上記一般式（１）で表される紫外線吸収剤及び上記一般式（２）で表される紫外線吸収剤の種類と配合量とを表３〜５のようにし、また、これら以外の紫外線吸収剤として下記式（３）で表される紫外線吸収剤（ＢＡＳＦ社製、チヌビン３２８）を表５に示した配合量で配合した以外は、実施例１と同様にして合わせガラス用中間膜及び合わせガラスを作製した。
なお、実施例１４〜２５、比較例１４〜３３では、ポリビニルブチラール樹脂として、平均重合度が１７００であるポリビニルアルコールをｎ−ブチルアルデヒドでブチラール化することにより得られたポリビニルブチラール樹脂（ブチラール（アセタール）化度６８．５モル％、水酸基量３０．６モル％、アセチル基量０．９モル％）を用いた。(Examples 14 to 25, Comparative Examples 14 to 33)
The types and blending amounts of the ultraviolet absorber represented by the general formula (1) and the ultraviolet absorber represented by the general formula (2) are as shown in Tables 3 to 5, and other ultraviolet absorbers. An interlayer film for laminated glass and laminated glass in the same manner as in Example 1 except that an ultraviolet absorber represented by the following formula (3) (manufactured by BASF, Tinuvin 328) was blended in the blending amounts shown in Table 5. Was made.
In Examples 14 to 25 and Comparative Examples 14 to 33, polyvinyl butyral resin (butyral (acetal) obtained by butyralizing polyvinyl alcohol having an average polymerization degree of 1700 with n-butyraldehyde as polyvinyl butyral resin. ) Degree of conversion 68.5 mol%, hydroxyl group amount 30.6 mol%, acetyl group amount 0.9 mol%).
（評価）
得られた合わせガラスに、ＪＩＳ Ｒ ３２０５（１９９８）に準拠して、紫外線照射装置を用いて紫外線を２０００時間照射し、紫外線照射前後における可視光線透過率Ｔｖ、波長４００ｎｍの紫外線の透過率及び照射前後での透過率の差（絶対値）、黄色度を測定した。
なお、測定は分光光度計（日立製作所社製「Ｕ−４０００」）を用いて、ＪＩＳ Ｒ ３１０６（１９９８）に準拠して行った。
結果を表１〜５に示した。(Evaluation)
The obtained laminated glass is irradiated with ultraviolet rays for 2000 hours using an ultraviolet irradiation device in accordance with JIS R 3205 (1998), visible light transmittance Tv before and after ultraviolet irradiation, transmittance of ultraviolet rays having a wavelength of 400 nm and irradiation. The difference in transmittance between before and after (absolute value) and yellowness were measured.
The measurement was performed using a spectrophotometer (“U-4000” manufactured by Hitachi, Ltd.) in accordance with JIS R 3106 (1998).
The results are shown in Tables 1-5.
本発明によれば、波長４００ｎｍの紫外線の透過率を１％以下にすることができ、耐光性が高い合わせガラス用中間膜、及び、該合わせガラス用中間膜を用いた合わせガラスを提供することができる。
According to the present invention, it is possible to provide an interlayer film for laminated glass having a transmittance of ultraviolet light having a wavelength of 400 nm of 1% or less and a high light resistance, and a laminated glass using the interlayer film for laminated glass. Can do.
Claims (16)
前記一般式（１）で表される構造を有する紫外線吸収剤の含有量が０．００１〜０．０５重量％であり、かつ、前記一般式（２）で表される構造を有する紫外線吸収剤の含有量が０．５〜１．０重量％である
ことを特徴とする合わせガラス用中間膜。
式（２）中、Ｒ３は、水素、又は、炭素数が１〜８のアルキル基を表し、Ｒ４は、水素、又は、炭素数が１〜８のアルキル基を表す。 An interlayer film for laminated glass containing a thermoplastic resin, an ultraviolet absorber having a structure represented by the following general formula (1), and an ultraviolet absorber having a structure represented by the following general formula (2): ,
The content of the ultraviolet absorber having the structure represented by the general formula (1) is 0.001 to 0.05% by weight, and the ultraviolet absorber having the structure represented by the general formula (2) An interlayer film for laminated glass, wherein the content of is from 0.5 to 1.0% by weight .
In Formula (2), R 3 represents hydrogen or an alkyl group having 1 to 8 carbon atoms, and R 4 represents hydrogen or an alkyl group having 1 to 8 carbon atoms.
The interlayer film for laminated glass according to claim 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15 is sandwiched between two glass plates. Laminated glass characterized by that.
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| JP2010185044 | 2010-08-20 | ||
| JP2010185044 | 2010-08-20 | ||
| PCT/JP2011/068798 WO2012023616A1 (en) | 2010-08-20 | 2011-08-19 | Interlayer for laminated glass, and laminated glass |
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| EP2722359A1 (en) * | 2012-10-18 | 2014-04-23 | Kuraray Europe GmbH | PVB film with high UV protection and low yellowness index for laminated safety glass |
| FR3013631B1 (en) * | 2013-11-27 | 2017-04-28 | Saint Gobain | VISCOELASTIC PLASTIC INTERIOR FOR VIBRO-ACOUSTIC DAMPING AND GLAZING COMPRISING SUCH AN INTERCALAR |
| US20150158275A1 (en) * | 2013-12-10 | 2015-06-11 | Corning Incorporated | Non-yellowing glass laminate structure |
| WO2016052422A1 (en) | 2014-09-29 | 2016-04-07 | 積水化学工業株式会社 | Intermediate film for laminated glass, and laminated glass |
| JP6609165B2 (en) * | 2014-11-10 | 2019-11-20 | 株式会社クラレ | Laminated glass interlayer film and laminated glass |
| US11554574B2 (en) * | 2015-09-30 | 2023-01-17 | Sekisui Chemical Co., Ltd. | Interlayer film for laminated glass and laminated glass |
| KR20190000932A (en) | 2015-12-18 | 2019-01-03 | 세키스이가가쿠 고교가부시키가이샤 | Interlayer for laminated glass, roll body, and laminated glass |
| CN108885372B (en) * | 2016-03-18 | 2021-10-08 | 三星Sdi株式会社 | Polarizing plate for light-emitting display and light-emitting display containing the same |
| JP6705699B2 (en) * | 2016-05-25 | 2020-06-03 | 住友化学株式会社 | Light absorbing composition |
| JP6717093B2 (en) * | 2016-07-15 | 2020-07-01 | Ａｇｃ株式会社 | Laminated glass |
| CN110650930B (en) | 2017-06-07 | 2022-04-19 | 积水化学工业株式会社 | Interlayer film for laminated glass and laminated glass |
| JP6744433B2 (en) * | 2017-09-29 | 2020-08-19 | 積水化学工業株式会社 | Glass composition |
| US10967610B2 (en) | 2017-10-30 | 2021-04-06 | AGC Inc. | Laminated glass |
| CN107915889A (en) * | 2017-12-21 | 2018-04-17 | 福建泓宝信塑胶科技有限公司 | Intermediate film for laminated glasses and the laminated glass containing it |
| WO2019131544A1 (en) * | 2017-12-25 | 2019-07-04 | 三井化学株式会社 | Indole-based compound, method for producing said compound, and use thereof |
| EP3760600A4 (en) * | 2018-02-27 | 2021-11-03 | Sekisui Chemical Co., Ltd. | INTERMEDIATE FILM FOR LAMINATED GLASS AND LAMINATED GLASS |
| JP6642660B2 (en) * | 2018-09-03 | 2020-02-12 | Ａｇｃ株式会社 | Laminated glass |
| CN109454947A (en) * | 2018-11-19 | 2019-03-12 | 安徽省华耀玻璃有限公司 | A kind of radiation protection coated laminated glass and its preparation process |
| JPWO2020189780A1 (en) * | 2019-03-20 | 2020-09-24 | ||
| JPWO2020189786A1 (en) * | 2019-03-20 | 2020-09-24 |
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| WO2007132777A1 (en) * | 2006-05-12 | 2007-11-22 | Sekisui Chemical Co., Ltd. | Intermediate film for laminated glass and laminated glass |
| WO2009093655A1 (en) * | 2008-01-23 | 2009-07-30 | Sekisui Chemical Co., Ltd. | Intermediate film for laminated glass and laminated glass |
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| JP2846091B2 (en) | 1990-09-25 | 1999-01-13 | オリヱント化学工業株式会社 | Indole compounds and their uses |
| JPH1017337A (en) | 1996-07-03 | 1998-01-20 | Asahi Denka Kogyo Kk | Intermediate film for laminated glass |
| KR20080021011A (en) | 2005-05-11 | 2008-03-06 | 이 아이 듀폰 디 네모아 앤드 캄파니 | Polymer Interlayer with Wedge Profile |
| JP2009541523A (en) | 2006-06-20 | 2009-11-26 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | Thermoplastic resin composition suitable for use in a transparent laminate |
| EP2082005B9 (en) * | 2006-09-01 | 2013-05-22 | Pleotint, L.L.C. | Ligand exchange thermochromic, (letc), systems |
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